高等学校化学学报

高等学校化学学报 ›› 1999, Vol. 20 ›› Issue (S1): 280.

• Chromatography and Separation Sciences • 上一篇    下一篇

Enantiomeric Resolution of N,β,γ-trisubstituted-y-Lactams by HPLC on Chiralcel OB Column

RUAN Yuan-Ping, HUANG Pei-Qiang, GAO Jing-Xing   

  1. Department. of Chemistry, the Key Lab. of Analytical Sciences of DOE, Xiamen University, Xiamen 361005, P. R. China
  • 出版日期:1999-12-31 发布日期:1999-12-31
  • 基金资助:

    Project supported by the NSF of China.

Enantiomeric Resolution of N,β,γ-trisubstituted-y-Lactams by HPLC on Chiralcel OB Column

RUAN Yuan-Ping, HUANG Pei-Qiang, GAO Jing-Xing   

  1. Department. of Chemistry, the Key Lab. of Analytical Sciences of DOE, Xiamen University, Xiamen 361005, P. R. China
  • Online:1999-12-31 Published:1999-12-31
  • Supported by:

    Project supported by the NSF of China.

PDF (PC)

摘要：

Many enantiomeric N,β,γ-substituted-γ-lactams are important intermediates for the asymmetric synthesis of biologically active alkaloids and >β-hydroxy-γ-amino acids. In this study,three N,β,γ-substituted-lactams,i.e. trans-l-benzyl-4-benzyloxy-5-methyl-2-pyrrolidone (1), trans-l-benzyl-4-hydroxy-5-methyl-2-pyrrolidone (2) and 3-acetyloxy-1-phenyl-pyrrolidine-2,5-dione (3), were synthesized in both racemic and optically active form in our laboratary. This paper reports the chromatographic resolution of these γ-lactams by HPLC on Chiralcel OB column (25 cm×4.6 mm I.D.).The results are showed in Table 1.

Abstract:

Many enantiomeric N,β,γ-substituted-γ-lactams are important intermediates for the asymmetric synthesis of biologically active alkaloids and >β-hydroxy-γ-amino acids. In this study,three N,β,γ-substituted-lactams,i.e. trans-l-benzyl-4-benzyloxy-5-methyl-2-pyrrolidone (1), trans-l-benzyl-4-hydroxy-5-methyl-2-pyrrolidone (2) and 3-acetyloxy-1-phenyl-pyrrolidine-2,5-dione (3), were synthesized in both racemic and optically active form in our laboratary. This paper reports the chromatographic resolution of these γ-lactams by HPLC on Chiralcel OB column (25 cm×4.6 mm I.D.).The results are showed in Table 1.

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